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Epischisandrone

CAS# 98619-26-2

Epischisandrone

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Chemical structure

Epischisandrone

3D structure

Chemical Properties of Epischisandrone

Cas No. 98619-26-2 SDF Download SDF
PubChem ID 14078175 Appearance Powder
Formula C21H24O5 M.Wt 356.4
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-(3,4-dimethoxyphenyl)-7-hydroxy-6-methoxy-2,3-dimethyl-3,4-dihydro-2H-naphthalen-1-one
SMILES CC1C(C(=O)C2=CC(=C(C=C2C1C3=CC(=C(C=C3)OC)OC)OC)O)C
Standard InChIKey DRKPZVVNEGETTG-UHFFFAOYSA-N
Standard InChI InChI=1S/C21H24O5/c1-11-12(2)21(23)15-9-16(22)18(25-4)10-14(15)20(11)13-6-7-17(24-3)19(8-13)26-5/h6-12,20,22H,1-5H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Epischisandrone

The fruits of Schisandra sphenanthera

Biological Activity of Epischisandrone

In vitro

Cytotoxic and potential anticancer constituents from the stems of Schisandra pubescens.[Pubmed: 23883077 ]

Pharm Biol. 2013 Sep;51(9):1204-7.

The diethyl ether extract of the stems of Schisandra pubescens Hemsl. et Wils. (Schisandraceae) was found to exhibit cytotoxic activity in vitro. However, investigations of the bioactive constituents of this plant have been very limited. Elucidation of the cytotoxic constituents of S. pubescens was performed.
METHODS AND RESULTS:
Repeated silica gel column chromatography and preparative TLC were used for the chemical investigation of the diethyl ether extract of S. pubescens stems. All isolates were evaluated for their in vitro cytotoxicity against A549, PC-3, KB and KBvin human cancer cell lines.Nine known compounds were obtained, including four lignans, Epischisandrone (1), tigloylgomisin P (2), cagayanone (3) and (-)-gomisin L₂ (4), together with five triterpenoids, micranoic acid B (5), lancifodilactone H (6), coccinic acid (7), schisanlactone B (8) and anwuweizonic acid (9). Compounds 2-6 and 8 showed moderate to marginal cytotoxicity, with GI₅₀ values of 11.83-35.65 μM.
CONCLUSIONS:
The isolation of 1-9 from S. pubescens and the cytotoxicities of 3-6 are first reported. Compounds 2-6 and 8 could be the active principles responsible for the anticancer effects of S. pubescens.

Protocol of Epischisandrone

Structure Identification
Chem Pharm Bull (Tokyo). 2009 Apr;57(4):405-7.

Two new lignans from Schisandra henryi.[Pubmed: 19336937]


METHODS AND RESULTS:
Two new lignans, henricines A (1) and B (2), were isolated along with the eight known lignans, ganshisandrine (3), wulignan A(2) (4), epiwulignan A(1) (5), deoxyschisandrin (6), wulignan A(1) (7), Epischisandrone (8), schisantherin A (9), and schisandrol A (10), from the stems of Schisandra henryi.
CONCLUSIONS:
The structures of the new compounds were elucidated based on the spectral analysis, including 1D and 2D NMR experiments.

Epischisandrone Dilution Calculator

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Epischisandrone Molarity Calculator

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Preparing Stock Solutions of Epischisandrone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8058 mL 14.0292 mL 28.0584 mL 56.1167 mL 70.1459 mL
5 mM 0.5612 mL 2.8058 mL 5.6117 mL 11.2233 mL 14.0292 mL
10 mM 0.2806 mL 1.4029 mL 2.8058 mL 5.6117 mL 7.0146 mL
50 mM 0.0561 mL 0.2806 mL 0.5612 mL 1.1223 mL 1.4029 mL
100 mM 0.0281 mL 0.1403 mL 0.2806 mL 0.5612 mL 0.7015 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Epischisandrone

Cytotoxic and potential anticancer constituents from the stems of Schisandra pubescens.[Pubmed:23883077]

Pharm Biol. 2013 Sep;51(9):1204-7.

CONTEXT: The diethyl ether extract of the stems of Schisandra pubescens Hemsl. et Wils. (Schisandraceae) was found to exhibit cytotoxic activity in vitro. However, investigations of the bioactive constituents of this plant have been very limited. OBJECTIVE: Elucidation of the cytotoxic constituents of S. pubescens was performed. METHODS: Repeated silica gel column chromatography and preparative TLC were used for the chemical investigation of the diethyl ether extract of S. pubescens stems. All isolates were evaluated for their in vitro cytotoxicity against A549, PC-3, KB and KBvin human cancer cell lines. RESULTS: Nine known compounds were obtained, including four lignans, Epischisandrone (1), tigloylgomisin P (2), cagayanone (3) and (-)-gomisin L(2) (4), together with five triterpenoids, micranoic acid B (5), lancifodilactone H (6), coccinic acid (7), schisanlactone B (8) and anwuweizonic acid (9). Compounds 2-6 and 8 showed moderate to marginal cytotoxicity, with GI(5)(0) values of 11.83-35.65 muM. CONCLUSION: The isolation of 1-9 from S. pubescens and the cytotoxicities of 3-6 are first reported. Compounds 2-6 and 8 could be the active principles responsible for the anticancer effects of S. pubescens.

Two new lignans from Schisandra henryi.[Pubmed:19336937]

Chem Pharm Bull (Tokyo). 2009 Apr;57(4):405-7.

Two new lignans, henricines A (1) and B (2), were isolated along with the eight known lignans, ganshisandrine (3), wulignan A(2) (4), epiwulignan A(1) (5), deoxyschisandrin (6), wulignan A(1) (7), Epischisandrone (8), schisantherin A (9), and schisandrol A (10), from the stems of Schisandra henryi. The structures of the new compounds were elucidated based on the spectral analysis, including 1D and 2D NMR experiments.

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